ChemFOnt: Showing chemical card for Ganglioside GM1 (d18:0/22:1(13Z)) (CFc000007447)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:53:45 UTC

Chemfont ID

CFc000007447

Molecule Identification

Common Name

Ganglioside GM1 (d18:0/22:1(13Z))

Definition

3481

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₇₈H₁₄₀N₂O₃₁

Average Molecular Weight

1601.941

Monoisotopic Molecular Weight

1600.944005772

IUPAC Name

(2S,4S,5R)-2-{[(2S,3R,4R,5S,6R)-2-{[(2R,3S,4R,5R,6R)-6-{[(2S,3R)-2-(docos-13-enamido)-3-hydroxyoctadecyl]oxy}-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}-3-hydroxy-5-{[(2S,3R,4R,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-(2-oxopropyl)-4-{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-6-(hydroxymethyl)oxan-4-yl]oxy}-5-acetamido-4-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

Traditional Name

CAS Registry Number

None

SMILES

[H][C@@](O)(CO)[C@@]([H])(O)C1O[C@@](C[C@]([H])(O)[C@@]1([H])NC(C)=O)(O[C@]1([H])[C@@]([H])(O)[C@]([H])(O[C@]2([H])[C@@]([H])(CO)O[C@@]([H])(OC[C@]([H])(NC(=O)CCCCCCCCCCCC=CCCCCCCCC)[C@]([H])(O)CCCCCCCCCCCCCCC)[C@]([H])(O)[C@@]2([H])O)O[C@]([H])(CO)[C@]1([H])O[C@]1([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O[C@]2([H])O[C@]([H])(CO)[C@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@@]1([H])CC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C78H140N2O31/c1-5-7-9-11-13-15-17-19-20-21-22-23-24-26-28-30-32-34-36-38-58(91)80-50(51(88)37-35-33-31-29-27-25-18-16-14-12-10-8-6-2)46-102-74-66(98)64(96)69(56(44-84)105-74)108-76-67(99)72(111-78(77(100)101)40-52(89)59(79-48(4)87)71(110-78)60(92)53(90)41-81)70(57(45-85)106-76)109-73-49(39-47(3)86)68(62(94)55(43-83)103-73)107-75-65(97)63(95)61(93)54(42-82)104-75/h19-20,49-57,59-76,81-85,88-90,92-99H,5-18,21-46H2,1-4H3,(H,79,87)(H,80,91)(H,100,101)/t49-,50+,51-,52+,53-,54-,55-,56-,57-,59-,60-,61+,62+,63+,64-,65-,66-,67-,68-,69-,70+,71?,72-,73+,74-,75+,76+,78+/m1/s1

InChI Key

BLDSLDDNHGRSQF-LSSJRQBPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glycosphingolipids. These are sphingolipids containing a saccharide moiety glycosidically attached to the sphingoid base. Although saccharide moieties are mostly O-glycosidically linked to the ceramide moiety, other sphingolipids with glycosidic bonds of other types (e.G. S-,C-, or N-type) has been reported.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Glycosphingolipids

Direct Parent

Glycosphingolipids

Alternative Parents

Substituents

Glycosphingolipid
Oligosaccharide
N-acylneuraminic acid or derivatives
N-acylneuraminic acid
Neuraminic acid
Fatty acyl glycoside
C-glucuronide
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
C-glycosyl compound
Ketal
Fatty acyl
Pyran
Oxane
N-acyl-amine
Fatty amide
Acetamide
Secondary carboxylic acid amide
Secondary alcohol
Ketone
Carboxamide group
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0011883)
Extracellular (HMDB: HMDB0011883)

Source

Exogenous

Exogenous (HMDB: HMDB0011883)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011883)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.072 g/L	ALOGPS
logP	2.93	ALOGPS
logP	4.62	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	2.82	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	31	ChemAxon
Hydrogen Donor Count	19	ChemAxon
Polar Surface Area	528.55 Å²	ChemAxon
Rotatable Bond Count	57	ChemAxon
Refractivity	396.39 m³·mol⁻¹	ChemAxon
Polarizability	177.33 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028552

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Ganglioside GM1 (d18:0/22:1(13Z)) (CFc000007447)

MOL for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

3D MOL for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

3D SDF for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

3D-SDF for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

PDB for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

3D PDB for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

SMILES for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

INCHI for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

Structure for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))

3D Structure for CFc000007447 (Ganglioside GM1 (d18:0/22:1(13Z)))